Issue 21, 2001
From the journal:

Journal of the Chemical Society, Dalton Transactions

Synthesis and structures of crystalline dilithium diamides and aminolithium amides derived from N,N′-disubstituted 1,2-diaminobenzenes or 1,8-diaminonaphthalene

Stephane Danièle,a   Christian Drost,a   Barbara Gehrhus,a   Stephen M. Hawkins,a   Peter B. Hitchcock,a   Michael F. Lappert,*a   Philippe G. Merlea  and  Simon G. Bottb  

* Corresponding authors

a The Chemistry Laboratory, University of Sussex, Brighton, UK
E-mail: m.f.lappert@sussex.ac.uk

b Department of Chemistry, University of Houston, TX 77204-5003, USA

Abstract

The crystalline dilithium diamides [Li2(μ-A)]21, [Li(μ-A){μ-Li(thf)(μ-thf)}]22, [Li(thf)2(μ-A)Li(thf)] 3, [{Li(tmen)}2(μ-A)] 4, [{Li(μ-A′)(thf)2}(μ-Li)]25, [{Li(tmen)}2(μ-A″)] 6, [{Li(μ-B′)(thf)}(μ-Li)]27, [{Li(tmen)}2{μ-N[upper bond 1 start]Si(Me)2C10H6N[upper bond 1 end]-1,8}] 9 and [{Li(tmen)}2(μ-B)] 13 and aminolithium amides [Li{(μ-[upper bond 1 start]NC10H6NH-1,8)S[upper bond 1 end]iMe2}(OEt2)]28, [Li(tmen)2{N[upper bond 1 start]Si(Me)2C10H6N[upper bond 1 end]H-1,8}] 12 and [Li(tmen){μ-N[upper bond 1 start]Si(Me)2C10H6N[upper bond 1 end]H-1,8}] 15 have been prepared from the appropriate H2(A), H2(A′), H2(A″), H2(B′) or H2(B) [A  = 1,2-{N(SiMe3)}2C6H4, A′  = 1,2-{N(CH2But)}2C6H4, A″  = 1,2-{N(SiMe2CH[double bond, length as m-dash]CH2)}2C6H4, B  = 1,8-{N(SiMe3)}2C10H6 and B′  = 1,8-{N(CH2But)}2C10H6], LiBun and (except for 1) the chosen neutral coligand (thf, tmen or Et2O). The X-ray structures of 1–8 are presented and further evidence for 9 and 13 is provided by converting them into derivatives: Me2[upper bond 1 start]Si{N(R′)C10H6N[upper bond 1 end]R′-1,8} (R′  = Me 10 or H 11) from 9 and [Zr(η5-C5H5)2(B)] 14 from 13. The formation, from H2(B) and LiBun under appropriate and mild conditions, of N-lithio- or dilithio-derivatives 8, 12 and 15 of the tricyclic anions [1,8-{[upper bond 1 start]NSi(Me)2C[upper bond 1 end]10H6NH}]− or [1,8-{[upper bond 1 start]NSi(Me)2C[upper bond 1 end]10H6N}]2− is especially noteworthy.

Graphical abstract: Synthesis and structures of crystalline dilithium diamides and aminolithium amides derived from N,N′-disubstituted 1,2-diaminobenzenes or 1,8-diaminonaphthalene

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Article information

DOI
https://doi.org/10.1039/B104135P
Article type
Paper
Submitted
10 May 2001
Accepted
16 Aug 2001
First published
15 Oct 2001

J. Chem. Soc., Dalton Trans., 2001, 3179-3188

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Synthesis and structures of crystalline dilithium diamides and aminolithium amides derived from N,N′-disubstituted 1,2-diaminobenzenes or 1,8-diaminonaphthalene

S. Danièle, C. Drost, B. Gehrhus, S. M. Hawkins, P. B. Hitchcock, M. F. Lappert, P. G. Merle and S. G. Bott, J. Chem. Soc., Dalton Trans., 2001, 3179 DOI: 10.1039/B104135P

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